Old Town, Winchester is a must see for visitors to the Old Dominion.

Whether you’re a history buff, an architecture lover, a restaurant connoisseur, a boutique shopper or someone who simply likes to take a walk, Old Town is a wonderful place to visit. We’re proud of our pedestrian mall, the first of its kind in Virginia, where visitors can stroll, shop, eat at sidewalk cafes, and immerse themselves in history, all without being bothered by the suburb’s traffic and noise. It’s like entering a new world.

Tips for Visiting Downtown:

  • Park in one of the four convenient Autoparks and spend a few hours exploring on foot
  • Best day to shop: Friday or Saturday — Most Quiet Day — Sundays (a great day for a quiet stroll around the historic district)
  • Don’t miss: Handley Library, the George Washington Hotel, Mt. Hebron Cemetery
  • Come for a Special Event: First Fridays Art Walk, FIRST Friday of every month, except January and May; Bluemont Summer Concerts – 8 Saturdays during summer; First Night Winchester – New Years Eve annually; Shenandoah Apple Blossom Festival – annually each May; Wine & Fine Art Festival – annually each May
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